Restaurants
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Andy's
410-778-6779
337 1/2 High Street, Chestertown
0.5 miles
Restaurant and bar located on High Street offering live music, light fare and dinner.
Arby's
707 Washington Avenue, Chestertown, MD
0.6 miles
Roast beef and chicken sandwiches, market fresh salads, curly fries, and shakes.
Bay Wolf - Rock Hall
21270 Rock Hall Avenue, Rock Hall, MD
410-639-2000
13.3 miles
Located in Rock Hall, the Bay Wolf offers American fare, seven days a week, for both lunch and dinner. Reservations and credit cards are accepted.
Black-Eyed Susan
601 Washington Avenue, Chestertown, MD
410-778-1214
0.5 miles
Serves breakfast, lunch, and dinner. A "family restaurant," it also serves hunter's breakfast during the season. It is located just a few minutes north of the college on Washington Avenue.
Bluebird Tavern
410-778-2885
512 Washington Avenue, Chestertown, MD
0.4 miles
A small area tavern offering burgers, fried foods, and diner-style lunches.
Blue Heron Café
236 Cannon Street, Chestertown, MD
410-778-0188
0.6 miles
Located just below the intersection of Cannon and Cross Streets, offers fine dining for both lunch and dinner. Reservations and credit cards are accepted. The Café is closed on Sundays.
Chessie's - Rock Hall
21321 Rock Hall Avenue, Rock Hall, MD
13.2 miles
A dine-in and carryout restaurant, diners particularly enjoy the subs, steaks, and pizza at Chessie's, located in Rock Hall. Offering a sampling of other Italian specialties and American fare, their homemade ice cream, gelato, and water ice are extremely popular.
China House
711 Washington Avenue, Chestertown, MD
410-778-3939
0.6 miles
Located in Kent Plaza Shopping Center, offers Chinese cuisine.
Crews Inn Restaurant & Tavern - Betterton
12 Ericsson Ave, Betterton, MD
Description coming soon.
Domino's Pizza
518 Washington Avenue, Chestertown, MD
410-810-3811
0.4 miles
Offers take-out and delivery pizza.
Downeys
713 Washington Avenue, Chestertown, MD
0.6 miles
Fried chicken, sundaes, and delicious milkshakes.
Dunkin' Donuts
315 High Street, Chestertown, MD
410-778-6211
0.5 miles
Offers donuts, coffee, and breakfast.
Durding's Store - Rock Hall
5742 Main Street, Rock Hall, MD
13.5 miles
Quaint little country store with homemade ice cream.
Ellen's Coffee Shop
205 Spring Avenue, Chestertown, MD
410-810-1992
0.4 miles
Serves diner-style breakfast and lunch. It is located off Rt. 213 behind Royal Farms and Bennett's gas station.
Feast of Reason
203 High Street, Chestertown, MD
410-778-3828
0.6 miles
Restaurant serving gourmet soups, salads, and sandwiches, with dining room or take out. Feast of Reason is open for lunch only. It is located on lower High Street and is open until 6 p.m. or by reservation.
The Granary - Georgetown
79 George Street, Georgetown, MD
410-275-1603
17.1 miles
Located on the Sassafras River about a twenty-minute drive north of Chestertown via Route 213. Overlooking a busy marina, this restaurant serves luncheon and dinner in a very pleasant, rustic ambiance. Monday wing night! Reservations and credit cards are accepted.
Great Oak Landing
22170 Great Oak Landing Road, Chestertown, MD
8.2 miles
Situated off of Fairlee Creek on the Upper Chesapeake Bay, Great Oak Landing serves traditional fare with Eastern Shore hospitality, daily, for lunch and dinner. Reservations and credit cards are accepted.
Harbor House
23145 Buck Neck Road, Chestertown, MD
410-778-0669
7.8 miles
Serves dinner only. In addition to the usual Eastern Shore seafood, it has some unusual specialties from around the world. Because of weekend crowds, it is wise to make a reservation. Credit cards are accepted. Ask for directions, as the location overlooking Worton Creek Marina is somewhat difficult to find the first time.
Harbor Shack - Rock Hall
20895 Bayside Avenue, Rock Hall, MD
14.5 miles
Seafood, steak, and mexican waterfront bar and grill that offers great food, reasonable prices, live entertainment, and a unique atmosphere.
Herb's Soup and Such
Great food on the go.
Hotel Imperial
208 High Street, Chestertown, MD
410-778-5000
0.6 miles
Offers fine dining in downtown Chestertown, only two blocks from the water. Call for reservations.
Jammin' Jesse's
805 High Street, Chestertown, MD
410-778-3663
0.6 miles
Take out or dine in. Subs and sandwiches.
Kettledrum Tea Room
115 S Cross Street, Chestertown, MD
410-810-1497
0.5 miles
Located on Cross Street in downtown Chestertown, is open Friday through Sunday and provides fine dining, light fare and dinner.
Kennedyville Inn
11986 Augustine Herman Highway, Kennedyville, MD
410-348-2400
7.9 miles
Located on Route 213 seven miles north of campus, offers casual fare including barbeque, seafood and steaks. Credit cards accepted. Reservations accepted for eight people or more.
KFC/Taco Bell
709 Washington Avenue, Chestertown, MD
0.6 miles
Fried chicken or Mexican food served fast.
King Buffet
Washington Square Shopping Center, Chestertown, MD
1 mile
An eat-in, buffet-style Chinese restaurant with a large selection of dishes.
Kitty Knight House - Georgetown
14028 Augustine Herman Highway, Georgetown, MD
410-648-5200
16.8 miles
Located on the Sassafras River, north of Chestertown. It serves traditional Eastern Shore dishes with colonial style hospitality. Reservations and credit cards are accepted.
La Ruota Ristorante
323 High Street, Chestertown, MD
0.5 miles
Located at 323 High Street in downtown Chestertown, is open for lunch and dinner. La Ruota offers classic Mexican and Southern Italian cuisine. Reservations and credit cards accepted.
Luisa's Café
14 Washington Sq, Chestertown, MD
410-778-5360
1 mile
Restaurant located in the Washington Square plaza offering traditional Italian fare. Open seven days a week for lunch and dinner. Great place for a first date.
The Mainstay - Rock Hall
5753 Main Street, Rock Hall, MD
13.4 miles
Description coming soon.
McDonald's
875 Washington Avenue, Chestertown, MD
1.1 miles
Burgers, fries, shakes, or Happy Meals.
O'Connor's Pub
844 High Street, Chestertown, MD
0.9 miles
Cozy Irish pub offering a variety of dinners and popular for its Wednesday Wing Nights.
Old Mill Bakery & Cafe
207 S Cross Street, Chestertown, MD
410-810-8841
0.6 miles
Located in downtown Chestertown on Cross Street. The Old Mill serves delicious gourmet foods and light fare, including lunch and take out dinners.
Old Oars Inn - Rock Hall
5781 Main Street, Rock Hall, MD
13.5 miles
Description coming soon.
The Old Wharf
98 Cannon Street, Chestertown, MD
0.8 miles
Overlooking the marina and the Chester River, The Old Wharf offers a medley of traditional American fare, specializing in simply prepared seafood. Serving lunch and dinner daily, Sunday brunch includes options such as Eggs Benedict and crab cakes. Credit cards are accepted.
Osprey Point Restaurant - Rock Hall
20786 Rock Hall Avenue, Rock Hall, MD
14.3 miles
A favorite among diners on the Eastern Shore, the restaurant at Osprey Point offers gourmet fare in a colonial setting. Dinner is served year round in addition to Sunday brunch. Reservations are recommended, and credit cards are accepted.
Pizza Hut
213 N Crestview Square, Chestertown, MD
410-778-1070
1.3 miles
Pizza, pasta, and salad bar. Dine-in or take-out.
Play It Again, Sam
108 S Cross Street, Chestertown, MD
410-778-2688
0.5 miles
Located on Cross Street in the historic district of Chestertown. The "meeting place" of locals, Play It Again Sam serves coffee and muffins plus much more.
Plaza Tapatia
711 Washington Avenue, Chestertown, MD
0.6 miles
Traditional Mexican cuisine.
Procolino's Pizza and Italian Restaurant
711 Washington Avenue #9, Chestertown, MD
410-778-5900
0.6 miles
Restaurant located in Kent Plaza offering traditional Italian fare. Open seven days a week for lunch and dinner.
Quizno's Subs
11 Washington Sq, Chestertown, MD
1 mile
Subs, soups, and salads.
** Student Discount **
10% off purchase and free small drink with College ID.
Rita's
504 Washington Avenue, Chestertown, MD
.1 miles
Cool down with many flavors of Italian ice, frozen custard, gelati, and mistos. Open 11 a.m. to 10 p.m.
Royal Farms (take out)
301 South Maple Avenue, Chestertown, MD
410-778-0646
.3 miles
Subs, chicken, and more, 24/7.
Royal Farms (eat-in or take out)
6502 Church Hill Rd, Chestertown, MD
410-778-3443
2.3 miles
Subs, chicken, and more, 24/7.
Roma Pizza
6346 Church Hill Road, Chestertown, MD
410-810-3331
2.7 miles
Pizza, subs, and other Italian fare for take-out.
Stam Drugstore
213 High Street, Chestertown, MD
0.7 miles
A classic American drugstore. Delicious milkshakes, ice cream, and fountain sodas.
Sweet Rick's Candy & Fudge Shop - Rock Hall
5797 Main Street, Rock Hall, MD
14.9 miles
A chocolate lover's paradise!
Subway
834 High Street, Chestertown, MD
410-778-5388
0.7 miles
Offers sandwiches and salads.
** Student Discount **
10% off purchase with College ID.
Village Bakery & Café - Galena
119 N Main Street, Galena, MD
15.1 miles
Great sandwiches and luncheon platters, plus homemade breads, cakes, pies, pasteries and donuts.
Waterman's Crab House - Rock Hall
21055 Sharp Street, Rock Hall, MD
13.9 miles
Crab house with a laid back atmosphere.
Award Winning: Steamed Crabs, Jumbo Lump Crabcakes, BBQ Baby-back Ribs!
White Swan Tavern - Afternoon Tea
231 High Street, Chestertown, MD
410-778-2300
0.6 miles
Enjoy afternoon tea from at this historic colonial tavern.